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Anal Shemale Videos - Page 14

Page 14 of anal shemale videos. More to watch or download via VipFile.

Jeni Justice From Masculine To Feminine - SissyPOV Bareback Anal

Feb 11

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👁 31

11-02-2026, 12:53

👤 Models: Jeni Justice

🎬 Studio: SissyPOV

📺 Quality: FullHD 1080p

Jeni Justice from SissyPOV transforms from shy guy to pink sissy slut before sucking cock and getting her bubble butt fucked bareback in POV.

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Sexy Serina - Japanese Asian Shemale Anal Cumshot

Feb 11

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👁 51

11-02-2026, 10:49

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Milena Vendraminny and Marcus - Shemale Flipflop Hardcore

Feb 11

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👁 8

11-02-2026, 06:26

👤 Models: Milena Vendraminny and Marcus

🎬 Studio: Shemales-From-Hell

📺 Quality: HD 720p

Milena Vendraminny and Marcus from Shemales-From-Hell go at it in a wild flipflop session full of oral, anal, and a messy cumshot.

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Deijah Vu Transitioning Is Going Very Well - TsPov Bareback Anal

Feb 11

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👁 20

11-02-2026, 04:38

👤 Models: Deijah Vu

🎬 Studio: TsPov

📺 Quality: FullHD 1080p

Deijah Vu shows off her transition progress by proving how well she takes cock in her hole. A POV bareback anal clip from TsPov.

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Jessica Fox Bareback Anal FlipFlop Hardcore at JessicaTheFox

Feb 11

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👁 9

11-02-2026, 04:23

👤 Models: Jessica Fox

🎬 Studio: JessicaTheFox

📺 Quality: HD 720p

Jessica Fox from JessicaTheFox.com delivers a bareback flip-flop hardcore clip where both partners take turns topping and bottoming in passionate anal action. This shemale star is at her finest here.

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Apple Hip Hop Kitchen - Asian Ladyboy Bareback Anal at LadyBoyGold

Feb 11

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👁 4

11-02-2026, 02:50

👤 Models: Apple

🎬 Studio: LadyBoyGold

📺 Quality: HD 720p

Apple from LadyBoyGold brings bareback anal action to the kitchen in this hot hip hop themed ladyboy clip. This gorgeous Asian shemale takes it bareback and deep in a high-energy hardcore video.

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Graziela Cinturinha Shemale DAP Bareback Anal at DreamTranny

Feb 10

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👁 3

10-02-2026, 22:42

👤 Models: Graziela Cinturinha

🎬 Studio: DreamTranny

📺 Quality: HD 720p

Graziela Cinturinha from DreamTranny goes all out in a bareback DAP and double anal clip that showcases her incredible stamina and love of extreme shemale hardcore. This tranny takes it all.

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Jessy Dubai and Robert Axel Fuck Again - Transsexual Anal at Shemale.xxx

Feb 10

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👁 3

10-02-2026, 22:27

👤 Models: Jessy Dubai

🎬 Studio: Shemale

📺 Quality: HD 720p

Jessy Dubai is back and hornier than ever as she reunites with Robert Axel for another round of transsexual anal hardcore at Shemale.xxx. This Grooby girl rides cock like nobody else.

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Jamie French and Izzy Wilde Transsexual Hardcore Anal at LegalPorno

Feb 10

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👁 12

10-02-2026, 21:40

👤 Models: Jamie French / Izzy Wilde

🎬 Studio: LegalPorno / AnalVids

📺 Quality: HD 720p

Jamie French and Izzy Wilde meet for the first time and immediately get into hardcore transsexual anal action at LegalPorno. These two gorgeous shemales make their debut pairing an instant classic.

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Fryda Rivero La Buena Vida - Shemale Bareback Anal at TsPov

Feb 10

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👁 36

10-02-2026, 17:01

👤 Models: Fryda Rivero

🎬 Studio: TsPov

📺 Quality: FullHD 1080p

Fryda Rivero stars in La Buena Vida, a bareback anal POV clip from TsPov featuring stockings, lingerie, big tits, and a massive cumshot. This stunning shemale lives the good life on camera.

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Chad Diamond and Aspen Brooks Transsexual Gonzo Anal at Devil's Film

Feb 10

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👁 11

10-02-2026, 15:29

👤 Models: Chad Diamond / Aspen Brooks

🎬 Studio: Devil'sFilm

📺 Quality: HD 720p

Chad Diamond and Aspen Brooks team up for a transsexual gonzo anal clip from Devil's Film that is packed with passion and hardcore action. This stunning shemale pairing delivers everything you want.

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Stella Gets Her Groove On - Ladyboy Hardcore Anal at LadyBoyPlay

Feb 10

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👁 7

10-02-2026, 10:50

👤 Models: Stella

🎬 Studio: LadyBoyPlay

📺 Quality: HD 720p

Stella is a teen ladyboy from LadyBoyPlay who gets her groove on in a hardcore anal clip packed with fetish elements and amateur passion. This Asian tranny loves getting fucked hard.

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TS Uta Exclusive Anal Hardcore with Asian Shemale at ShemaleJapanHardcore

Feb 10

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👁 11

10-02-2026, 08:15

👤 Models: Uta

🎬 Studio: ShemaleJapanHardcore

📺 Quality: HD 720p

Japanese shemale Uta puts on her sailor girl outfit and takes on a man in an exclusive hardcore anal clip from ShemaleJapanHardcore. This super cute Asian tgirl loves getting impaled on a thick cock.

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TS Jenny Flowers Solo Anal and Cumshot Transsexual Clip

Feb 10

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👁 14

10-02-2026, 08:00

TS Jenny Flowers delivers a full solo package in this transsexual clip that includes masturbation, anal toy play, and a big cumshot finale. This stunning shemale knows how to put on a show.

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Sweet Jenevieve Sissy Cheerleader Bareback Anal POV at SissyPOV

Feb 10

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👁 17

10-02-2026, 06:43

👤 Models: Sweet Jenevieve

🎬 Studio: SissyPOV

📺 Quality: HD 720p

Sweet Jenevieve dresses as a cheerleader and takes on a big cock bareback in a submissive POV hardcore clip from SissyPOV. This eager sissy shemale loves getting her tight hole pounded deep.

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Valentina Mia Transsexual Anal Hardcore at ShemaleYum

Feb 10

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👁 2

10-02-2026, 06:27

👤 Models: Valentina Mia

🎬 Studio: ShemaleYum

📺 Quality: HD 720p

Valentina Mia is a gorgeous transsexual who brings her A-game to a hardcore anal clip from ShemaleYum. She sucks and gets fucked in this all-sex shemale video that checks every box.

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Tai 2 Pink and Black Lingerie Bareback Anal Hardcore with Asian Ladyboy

Feb 10

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👁 35

10-02-2026, 03:52

👤 Models: Tai 2

📺 Quality: HD 720p

Asian ladyboy Tai 2 dresses up in pink and black lingerie for a bareback anal hardcore POV clip. This stunning Thai shemale delivers a wild and passionate performance from start to finish.

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Ploy and Kai - Transsexual Anal Gonzo with Kai Bailey at TSPlayground

Feb 10

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👁 9

10-02-2026, 01:18

👤 Models: Kai Bailey / Ploy B

🎬 Studio: TSPlayground / EvilAngel

📺 Quality: FullHD 1080p

Kai Bailey and Ploy B team up for a sizzling transsexual gonzo clip from TSPlayground and EvilAngel. These two stunning shemales deliver a hardcore anal performance you can watch free and download via VipFile.

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Lanah Frias - Shemale Perfect Ass Bareback Anal Big Cock from PinkOTgirls

Feb 10

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👁 6

10-02-2026, 00:31

👤 Models: Lanah Frias

🎬 Studio: PinkOTgirls

📺 Quality: HD 720p

Petite shemale Lanah Frias from PinkOTgirls gets her perfect ass licked and then drilled bareback with a big cock before a cumshot on her belly.

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Chotika Emo Girl Bareback Gape - Asian Ladyboy from LadyboyGold

Feb 09

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👁 27

9-02-2026, 20:08

👤 Models: Chotika

🎬 Studio: LadyboyGold / LadyBoyObsession

📺 Quality: FullHD 1080p

Emo-style Asian ladyboy Chotika from LadyboyGold takes a bareback POV cock and gapes her hole wide in this hardcore Asian clip.

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Natty Needs Cock - Ladyboy Bareback Anal Hardcore from LadyBoyPlay

Feb 09

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👁 7

9-02-2026, 16:01

👤 Models: Natty

🎬 Studio: LadyBoyPlay

📺 Quality: FullHD 1080p

Horny ladyboy Natty from LadyBoyPlay.com gets exactly what she needs - a hard bareback cock rammed deep in her ass.

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Candi McBride and Michelle Firestone - Shemale on Shemale Anal Cumshot

Feb 09

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👁 17

9-02-2026, 10:20

👤 Models: Candi McBride / Michelle Firestone

🎬 Studio: Twotgirls

📺 Quality: HD 720p

Candi McBride and Michelle Firestone from Twotgirls.com trade oral and anal in a shemale-on-shemale hardcore session finishing with hot cumshots.

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Perla Rios and Tania Quintanilla - Shemale on Shemale Anal Hardcore

Feb 09

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👁 4

9-02-2026, 09:49

👤 Models: Perla Rios / Tania Quintanilla

🎬 Studio: Trans500

📺 Quality: FullHD 1080p

Trans500 shemales Perla Rios and Tania Quintanilla go hard in a shemale-on-shemale anal and hardcore session with toys and deep fucking.

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Eva Maxim and Ariel Demure - TS on TS Date Anal Blowjob

Feb 09

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👁 12

9-02-2026, 09:18

👤 Models: Eva Maxim / Ariel Demure

🎬 Studio: EvilAngel

📺 Quality: HD 720p

Trans beauties Eva Maxim and Ariel Demure from EvilAngel get together for a TS-on-TS date full of blowjobs, anal pounding and cum facials.

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